Issue 4, 2018

Tailoring the properties of a hypoxia-responsive 1,8-naphthalimide for imaging applications

Abstract

Sensing hypoxia in tissues and cell models can provide insights into its role in disease states and cell development. Fluorescence imaging is a minimally-invasive method of visualising hypoxia in many biological systems. Here we present a series of improved bioreductive fluorescent sensors based on a nitro-naphthalimide structure, in which selectivity, photophysical properties, toxicity and cellular uptake are tuned through structural modifications. This new range of compounds provides improved probes for imaging and monitoring hypoxia, customised for a range of different applications. Studies in monolayers show the different reducing capabilities of hypoxia-resistant and non-resistant cell lines, and studies in tumour models show successful staining of the hypoxic region.

Graphical abstract: Tailoring the properties of a hypoxia-responsive 1,8-naphthalimide for imaging applications

Supplementary files

Article information

Article type
Paper
Submitted
03 Nov 2017
Accepted
22 Dec 2017
First published
05 Jan 2018

Org. Biomol. Chem., 2018,16, 619-624

Tailoring the properties of a hypoxia-responsive 1,8-naphthalimide for imaging applications

K. Yang, K. G. Leslie, S. Y. Kim, B. Kalionis, W. Chrzanowski, K. A. Jolliffe and E. J. New, Org. Biomol. Chem., 2018, 16, 619 DOI: 10.1039/C7OB03164E

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